期刊
CHEMSUSCHEM
卷 4, 期 12, 页码 1823-1829出版社
WILEY-BLACKWELL
DOI: 10.1002/cssc.201100398
关键词
amines; chirality; polycycles; renewable resources; isomers
资金
- Dutch Polymer Institute [653]
We report an efficient three-step strategy for synthesizing rigid, chiral isohexide diamines derived from 1,4:3,6-dianhydrohexitols. These biobased chiral building blocks are presently the subject of several investigations (in our and several other groups) because of their application in high-performance biobased polymers, such as polyamides and polyurethanes. Among the three possible stereo-isomers, dideoxy-diamino isoidide and dideoxy-diamino isosorbide can be synthesized from isomannide and isosorbide respectively in high yield with absolute stereo control. Furthermore, by using this methodology dideoxy-amino isomannidea tricyclic adductwas obtained starting from isoidide in high yield. Our improved synthetic route is a valuable advance towards meeting scale and purity demands for evaluating the properties of new biobased performance materials, which will benefit the development of these plastics.
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